Summary: Founder Sheldon Richard Bentley sold 50,000 Class A shares on January 27 and 28, 2026, for a combined $42,000, per a Form 4 filing with the Securities and Exchange Commission. The sales were conducted under a Rule 10b5-1 trading plan adopted on August 20, 2025. The company has simultaneously broadened operational coverage and introduced new security products.
Cloudastructure, Inc. (NASDAQ: CSAI) reported that its founder, Sheldon Richard Bentley, disposed of 50,000 shares of Class A common stock across two days at the end of January 2026. The transactions, disclosed in a Form 4 filing, were executed on January 27 and January 28 and together totaled $42,000 in proceeds.
On January 27, 2026, Bentley sold 25,000 shares in multiple transactions at prices ranging from $0.844 to $0.88 per share. The following day he sold an additional 25,000 shares, again in multiple trades, at prices between $0.82 and $0.834 per share. After completing these transactions Bentley is recorded as directly owning 100,000 shares of Cloudastructure.
The sales were carried out under a prearranged Rule 10b5-1 trading plan that Bentley adopted on August 20, 2025. The company is a micro-cap with an enterprise valuation reported at $16.25 million. According to InvestingPro data cited in the filing, the stock has fallen by more than 97% over the past year and is trading at about $0.87, close to a 52-week low of $0.78.
InvestingPro analysis included in the materials indicates that Cloudastructure may be undervalued, even as the company is burning through cash. The platform also assigns the company a "FAIR" financial health rating, noting that Cloudastructure has not been profitable over the last twelve months. For investors seeking more detailed analysis, a Pro Research Report is available for CSAI alongside reports for more than 1,400 other U.S. equities.
Alongside the insider transactions, the company has announced multiple commercial and operational developments. Cloudastructure expanded its Mobile Surveillance Trailer coverage by five U.S. states, increasing its total service area to 28 states plus Washington, D.C. The company attributes this expansion to rising demand for its Mobile Surveillance Trailer solution, which provides flexible security coverage without requiring permanent infrastructure.
Cloudastructure has also integrated autonomous drone technology into its mobile surveillance trailers. This integration enables remote security personnel to deploy and operate drones directly from the trailers, a capability the company says enhances coverage and response options at industrial, logistics, distribution, and commercial properties.
In product development, the company introduced a powered security enclosure designed for complex, high-risk environments. Cloudastructure reported its first commercial sale of this powered enclosure and a multi-site deployment spanning four locations for a national construction firm. The installations, which represent an expansion of an existing customer relationship, include facilities in Illinois, Ohio, and Maryland.
These operational moves underscore the company’s effort to broaden its market presence and add functionality to its security product suite even as financial metrics remain challenged. The combination of insider selling, limited profitability, and ongoing product commercialization presents a mixed picture for stakeholders watching both the security and logistics-related segments the company serves.
Related resources: Form 4 filing with the Securities and Exchange Commission; InvestingPro financial metrics and Pro Research Report availability for CSAI.